Playing It Cool (2014)

(5.863) based on 767 votes
A young man meets and instantly falls in love with an engaged woman.
Directors
Release Date
Sep 26, 2014
Runtime
01h 34m
Available in streaming on

A young man meets and instantly falls in love with an engaged woman.

Top 4 Movies similar to Playing It Cool

We have selected and highlighted for you the top 4 movies like Playing It Cool with regards to the film topics. Not enough? You will still be able to find other similar movies in the next section!

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Tom and Hannah have been platonic friends for 10 years. He's a serial dater, while she wants marriage but hasn't found Mr. Right. Just as Tom is starting to think that he is relationship material after all, Hannah gets engaged. When she asks Tom to be her 'maid' of honor, he reluctantly agrees just so he can attempt to stop the wedding and woo her.
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Other movies similar to Playing It Cool

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Pierre Hunter, a bartender with unyielding optimism, returns to his tiny hometown after his parents' death. When he falls for the enigmatic Stella, Pierre is unknowingly pulled into a cat-and-mouse game that involves a duffel bag full of cash, a haphazard yet determined criminal, and a mystery that will determine all of their fates. A contemporary fable about the ways we struggle to control time and fate in a possibly predetermined universe.
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Sorry if I Love You

Alex Belli is a 37 year old advertising executive whose fiancée Elena has just left him, and who is having difficulty at work trying to think of a good advertising campaign for a new Japanese product. Niki is a bubbly 17 year old student. She has three best friends with whom she shares all her problems, and an annoying ex-boyfriend Fabio who is set on getting her back, but Niki's not interested. One day on his way to work, Alex collides with Niki on a city street. They soon begin a romance, despite their 20-year age gap.
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5.9
Sorry+if+I+Love+You
Sorry if I Love You

2008

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Love Wedding Repeat

While trying to make his sister's wedding day go smoothly, Jack finds himself juggling an angry ex-girlfriend, an uninvited guest with a secret, a misplaced sleep sedative, and the girl that got away in alternate versions of the same day.
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5.6
Love+Wedding+Repeat
Love Wedding Repeat

2020

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Young Werther

Charming, passionate, totally irresponsible young novelist Werther is sent to the city on an errand by his mother. By chance, he meets lovely Charlotte, whose allure and commitment to her impressive, stable fiancé Albert will turn Werther’s life upside down. Werther and Charlotte embark on an emotional affair, while Werther and Albert start an awkward friendship. The more entwined this trio becomes, the harder it is to navigate the complexities of lust, affinity, and love.
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7.0
Young+Werther
Young Werther

2024

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Blast from the Past

Following a bomb scare in the 1960s that locked the Webers into their bomb shelter for 35 years, Adam now ventures forth into Los Angeles to obtain food and supplies for his family, and a non-mutant wife for himself.
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6.8
Blast+from+the+Past
Blast from the Past

1999

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Mamma Mia!

A spirited young bride-to-be living with her single mother on a small Greek island secretly invites three of her mother's ex-boyfriends in hope of finding her biological father to walk her down the aisle.
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7.0
Mamma+Mia%21
Mamma Mia!

2008

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Josée

Young-seok, who feels overwhelmed and lonely in what should be his glorious youth, meets a woman who introduces herself as Josée, and they share a once-in-a-lifetime romance.
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7.2
Jos%C3%A9e
Viva Maria!

An IRA operative escapes to the Americas and teams up with a circus singer to create a popular vaudeville act. When the singer falls for a rebel, they leave the circus behind to become fierce revolutionaries.
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6.0
Viva+Maria%21
Viva Maria!

1965

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Angel

Edwardian England. A precocious girl from a poor background with aspirations to being a novelist finds herself swept to fame and fortune when her tasteless romances hit the best seller lists. Her life changes in unexpected ways when she encounters an aristocratic brother and sister, both of whom have cultural ambitions, and both of whom fall in love with her.
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5.5
Angel
Jab We Met

A depressed wealthy businessman and a spunky carefree young woman embark on an unexpected journey that changes their lives.
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7.3
Jab+We+Met
Jab We Met

2007

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Father of the Bride

George Banks is an ordinary, middle-class man whose 22 year-old daughter Annie has decided to marry a man from an upper-class family, but George can't think of what life would be like without his daughter. His wife tries to make him happy for Annie, but when the wedding takes place at their home and a foreign wedding planner takes over the ceremony, he becomes slightly insane.
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6.5
Father+of+the+Bride
Father of the Bride

1991

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Kuch Kuch Hota Hai

Per her mother's last wish, an 8 year old girl sets out to reunite her father with his college best friend who was in love with him.
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7.5
Kuch+Kuch+Hota+Hai
Kuch Kuch Hota Hai

1998

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How to Make an American Quilt

Soon-to-be-wed graduate student Finn Dodd develops cold feet when she suspects her fiancé is cheating on her. In order to clear her head, Finn visits her grandmother, Hy, and great aunt, Glady Joe Cleary, in Grasse, Calif. There, Finn learns that Hy and Glady Joe are members of a group of passionate quilters, and over the course of her visit she is regaled with tales of love and life by women who have collected rich experiences and much wisdom.
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6.4
How+to+Make+an+American+Quilt
How to Make an American Quilt

1995

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Father of the Bride Part II

Just when George Banks has recovered from his daughter's wedding, he receives the news that she's pregnant ... and that George's wife is expecting too. He was planning on selling their home, but that's a plan that—like George—will have to change with the arrival of both a grandchild and a kid of his own.
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6.2
Father+of+the+Bride+Part+II
Father of the Bride Part II

1995

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Iris

True story of the lifelong romance between novelist Iris Murdoch and her husband John Bayley, from their student days through her battle with Alzheimer's disease.
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6.5
Iris
Camilla

Plot unavailable
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Camilla
Sydney White

College freshman Sydney White arrives at Southern Atlantic University, determined to pledge her late mother's sorority. Unfortunately, she finds that the sisterhood has changed since her parent's day. Banished to a condemned house, Sydney joins forces with seven outcasts to take over the student government and win equal rights for nerd and noted alike.
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6.5
Sydney+White
Sydney White

2007

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